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CS-W001157 4
Total: USD 88.00

4-Fluorobenzenesulfonamide

  • CAS No. 402-46-0

  • Cat. No. CS-0072364
  • Purity≥98%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

4-Fluorobenzenesulfonamide|CS-0072364

Structure of 402-46-0

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General Information

  • CAS No. 402-46-0
  • Cat. No. CS-0072364
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆FNO₂S
  • Molecular Weight 175.18
  • Synonym(s) p-Fluorobenzenesulfonamide
  • SMILES O=S(C1=CC=C(F)C=C1)(N)=O

Description

4-Fluorobenzenesulfonamide features a fluorinated aromatic ring paired with a sulfonamide group, delivering enhanced metabolic stability and improved solubility compared to non-fluorinated analogs. This combination enables efficient integration into bioactive molecules, particularly in kinase inhibitor scaffolds and pharmaceutical lead optimization.

Application

4-Fluorobenzenesulfonamide serves as a versatile building block in medicinal chemistry, enabling the construction of sulfonamide-containing heterocycles and bioactive scaffolds. Its fluorinated aryl group enhances metabolic stability and modulates electronic properties, while the sulfonamide moiety offers strong hydrogen-bonding capacity and favorable pharmacokinetic profiles. The compound exhibits excellent bench stability, facilitates straightforward purification, and demonstrates broad functional group tolerance in standard coupling reactions.

Synthesis

  • Route1

    References

    • Braun, Manfred; Opdenbusch, Kersten Liebigs Annales, 1997 , # 1 p. 141 - 154
  • Route2
    • N-tert-Butyl-4-fluorobenzenesulfonamide|CS-0205919
      29083-05-4
    • ~93%
    • In-stock
      4-Fluorobenzenesulfonamide|CS-0072364
      402-46-0

    References

    • Wan, Yiqian; Wu, Xiongyu; Kannan, Mahalingam A.; Alterman, Mathias Tetrahedron Letters, 2003 , vol. 44, # 24 p. 4523 - 4525
  • Route3
    • null|null
      462-06-6
    • ~%
    • In-stock
      4-Fluorobenzenesulfonamide|CS-0072364
      402-46-0

    References

    • Huntress; Carten Journal of the American Chemical Society, 1940 , vol. 62, p. 511,512

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   60.16
  • LogP   0.4731
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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